Cyclopropanecarboxylic acid → HCID 118271704, compound

Participants

Role	Name	HCID	Charge
Reactant	Cyclopropanecarboxylic acid	HCID 15655	—
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
Reactant	HCID 118271680	HCID 118271680	—
Solvent	Dimethylacetamide	HCID 31374	—
Product	HCID 118271704	HCID 118271704	—

Reaction Conditions

Temperature	60 °C

Reaction Steps

To an 8 mL vial charged with (R)-1-(3-amino-1-trityl-1H-pyrazolo[4,3-c]pyridin-6-yl)-3-(1-phenylethyl)urea (20 mg, 0.037 mmol), cyclopropanecarboxylic acid (4.79 mg, 0.056 mmol), and HATU (21.18 mg, 0.056 mmol) was added DIEA (0.013 ml, 0.074 mmol) and DMA (1 ml). The vial was capped and the contents heated to 60° C. and stirred for 16 h. The reaction mixture was concentrated to afford crude (R)—N-(6-(3-(1-phenylethyl)ureido)-1-trityl-1H-pyrazolo[4,3-c]pyridin-3-yl)cyclopropanecarboxamide which was taken forward without purification. MS ESI calc'd. For C38H35N6O2 [M+H]+ 607. found 607.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09233979B2
Source dataset	uspto-grants-2016_01
ORD ID	ord-1dd119609d5c49d8bf29794d8a77195c
Source note	uspto-grants-2016_01